BMS-275183 | 406911-32-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: BMS-275183
• 英文别名: 10-acetylbutitaxel；[14C]-BMS-275183；3'-tert-butyl-3'-N-tert-butyloxycarbonyl-4-deacetyl-3'-dephenyl-3'-N-debenzoyl-4-O-methoxycarbonyl-paclitaxel；3'-desphenyl-3'-t-butyl-N-debenzoyl-N-(t-butoxycarbonyl) taxol；[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9-dihydroxy-15-[(2R,3S)-2-hydroxy-4,4-dimethyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]oxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
• CAS: 406911-32-8
• 化学式: C₄₃H₅₉NO₁₅
• 分子量: 829.939
• InChiKey: QEWXHTLVNBRNDU-VQQGRJEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  59
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  231
• 氢给体数：
  4
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  (2'R,3'S)-2',7-(bis)triethylsilyl-3'-desphenyl-3'-t-butyl-N-debenzoyl-N-(t-butoxycarbonyl) taxol 在 氢氟酸 作用下， 以 吡啶 、 水 、 乙腈 为溶剂， 反应 16.0h， 以92%的产率得到BMS-275183
  参考文献：
  名称：

  Taxanes having an alkyl substituted side-chain and pharmaceutical compositions containing them

  摘要：

  具有烷基取代的C13侧链的紫杉烷衍生物。

  公开号：

  US06335362B1

文献信息

• Synthesis of Docetaxel and Butitaxel Analogues through Kinetic Resolution of Racemic β-Lactams with 7-<i>O</i>-Triethylsilylbaccatin III
  作者：Haibo Ge、Jared T. Spletstoser、Yan Yang、Margaret Kayser、Gunda I. Georg

  DOI：10.1021/jo061339s

  日期：2007.2.1

  The kinetic resolution of racemic cis-4-phenyl- and cis-4-tert-butyl-3-hydroxy-beta-lactam derivatives with 7-O-triethylsilylbaccatin III yielded paclitaxel and butitaxel analogues with high diastereoselectivity. The results demonstrated that the tert-butyldimethylsilyl protecting group at the C3-hydroxy group of the beta-lactams provided optimum kinetic resolution in comparison with the sterically less demanding triethylsilyl group and the larger triisopropylsilyl group. In addition, it was found that the C4 beta-lactam substituents also influenced diastereoselectivity. The C4 tert-butyl-beta-lactams provided better diastereoselectivity than the corresponding C4 phenyl beta-lactams.
• Taxanes having an alkyl substituted side-chain and pharmaceutical compositions containing them
  申请人：Florida State University

  公开号：US06335362B1

  公开（公告）日：2002-01-01

  Taxane derivatives having an alkyl substituted C13 side chain.

  具有烷基取代的C13侧链的紫杉烷衍生物。